48 hours in Cheltenham and Cotswolds suggested itinerary

Inspire Me

  1. Suggested Cheltenham itineraries
    Looking for some inspiration planning your stay in Cheltenham? These suggested itineraries will help you to discover the unmissable highlights of the most Regency town in Britain and hidden gems, loved by locals.
  2. What's On in Cheltenham 2025
    The most comprehensive Cheltenham 2025 what's on guide ft. the best things to do and events in Cheltenham, Cotswolds and Gloucestershire. Use our interactive event finder to help.
  3. Things To Do in Cheltenham
    Looking for things to do in Cheltenham? Get the latest information on attractions, activities, tours & sightseeing, shopping in Cheltenham and more.
  4. Restaurants and bars in Cheltenham
    Choose one of our many places to eat and drink in Cheltenham, whether it's coffee and cake, a bite to eat at lunch or dinner and cocktails...
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Highlights

Chaplais Deli food

Chaplais Deli

Chaplais Deli is located in Tivoli and has been serving the finest, rich selection of gourmet foods…

Montpellier Gardens Gallery

The Gardens Gallery

Cheltenham's Community Art Gallery for local artists to exhibit their work to the public, and for…

Jockey at Cheltenham Racecourse

Cheltenham Racecourse

Nestled in 360 spectacular acres in the beautiful Cotswold hills, Cheltenham Racecourse is the…

Glass and green painted front of For the Saints espress bar, which stands between two of Montpellier Walk's famous Caryatid statues

For the Saints espresso bar

For The Saints is a specialty coffee espresso bar located in the beautiful Montpellier area of…

Number of results:

Number of results: 150

, currently showing 81 to 100.

  1. Add Tivoli Cinema to your Itinerary

    Tivoli Cinema

    Type

    Type:

    Cinema

    Regent Street , Cheltenham

    Dates

    From:
    24 Sept 2025to31 Dec 2025Various Opening Times

    For discerning movie lovers. Located in Regent Arcade, Tivoli is the hottest social creature in town. A space to end the day with a bang, or to start something amazing.

  2. Add Late Night Coco to your Itinerary

    Late Night Coco

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The Funky House BASS:ment bar that gets you in the mood for dancin'...

  3. Add Berkeley Castle to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 971 review(s)from 971 review(s)

    Berkeley Castle

    Type

    Type:

    Castle/Fort

    Gloucestershire

    Dates

    From:
    30 Mar 2025to8 Nov 2025Various Opening Times

    Berkeley Castle is a beautiful and historic Castle, begun in 1117 and still remains the home of the Berkeley family. It is a great day-out for all the family, hosting special events on bank holidays and during school holidays

  4. Add The Play Farm to your Itinerary

    The Play Farm

    Type

    Type:

    Childrens' Play Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Cheltenham's premier indoor soft play centre, for children aged 0-12 years based at The Brewery Quarter.

  5. Add Snowshill Manor and Garden (National Trust) to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 687 review(s)from 687 review(s)

    Snowshill Manor and Garden (National Trust)

    Type

    Type:

    Historic House/Palace

    Broadway

    Dates

    From:
    8 Mar 2025to26 Oct 2025Open 11:30 - 16:30
    From:
    27 Oct 2025to3 Nov 2025Open 11:30 - 15:30
    From:
    9 Nov 2025to1 Dec 2025Various Opening Times

    Explore the treasures collected by one man with an eye for the unusual. Be intrigued by the story of Charles Wade, be amazed by his huge and varied collection from around the world and relax in the peaceful hillside garden.

  6. Add Venture Photography to your Itinerary

    Venture Photography

    Type

    Type:

    Photography

    Cheltenham

    Dates

    We pride ourselves on using our skills to create stunning images which convey your story...

  7. Add United Services Club to your Itinerary

    United Services Club

    Type

    Type:

    Live Music

    Cheltenham

    This became a ‘services’ club soon after WW2 when people in the services would have used it. Next door to the building’s left there used to be a row of buildings before they were knocked down to make way for a road – now A46. A.A Motors used to be…

  8. Add Roxy Lanes Cheltenham High Street to your Itinerary

    Roxy Lanes Cheltenham High Street

    Type

    Type:

    Ten Pin Bowling Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Roxy Lanes High Street is the home of booze and ball games in Cheltenham, with a vast array of gaming all under one roof! With ten-pin bowling, ice-free curling, karaoke rooms and their tech darts plus much more.

  9. Add Stonehenge to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 14908 review(s)from 14908 review(s)

    Stonehenge

    Type

    Type:

    Historic Site

    Nr Amesbury

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Stonehenge stands impressively as a prehistoric monument of unique importance, a World Heritage Site, surrounded by remains of ceremonial and domestic structures - some older than the monument itself.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  10. Add Revolve Studios to your Itinerary

    Revolve Studios

    Type

    Type:

    Photography

    Regent Street, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    olve Studios are proud to be associated with leading retailers such as House of Fraser and selected supplier of Moroccan Oil products...

  11. Add Under the Prom to your Itinerary

    Under the Prom

    Type

    Type:

    Nightclub

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Under The Prom is located in the heart of Cheltenham and composes of three different bars with an extensive range of premium spirits, champagne, bottled beer and cider and cocktails...

  12. Add Welcome Gym to your Itinerary

    Welcome Gym

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    There is a large mixed gym area with treadmills, cross trainers, bikes and rowers, an airy studio space, stretch area, separate spin bike studio and generous free weights area...

  13. Add The Wine Library to your Itinerary

    The Wine Library

    Type

    Type:

    Team Building

    CHELTENHAM

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Situated above Tivoli Wines, The Wine Library is the perfect destination for wine lovers to taste and discover their new favourite wines.

  14. Add Jet Age Museum to your Itinerary

    Jet Age Museum

    Type

    Type:

    Alternative Days out

    Cheltenham Road East, Gloucester

    The Jet Age Museum is home to the Gloucestershire Aviation Collection based at Staverton Airport. It celebrates Gloucestershire’s rich aviation heritage from the early days of flight, through the birth of the Jet Age to the present day.

  15. Add Pastry Academy UK to your Itinerary

    Pastry Academy UK

    Type

    Type:

    Cookery School

    Cheltenham

    Formerly Edible Art Patisserie, Pastry Academy UK was incorporated in 2024 with one main aim - to inspire pastry chef’s from across the UK and further afield to push the boundaries and strive for excellence.

  16. Add Cheltenham Town F.C. to your Itinerary

    Cheltenham Town F.C.

    Type

    Type:

    Sports Ground/Stadium

    Cheltenham

    Dates

    From:
    1 Jan 2022to28 Mar 2026Various Opening Times

    Cheltenham Town Football Club is a professional football club based in Cheltenham...

  17. Add Steeplechase Distillery to your Itinerary

    Steeplechase Distillery

    Type

    Type:

    Distillery

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Steeplechase Distillery is a multi-award winning Distillery and their gins are something for Cheltenham to be proud of, paying homage to the history and heritage of Horse Racing.

  18. Add National Waterways Museum Gloucester to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 486 review(s)from 486 review(s)

    National Waterways Museum Gloucester

    Type

    Type:

    Museum

    Gloucester

    Three floors of a Victorian warehouse house interactive displays and galleries, which chart the story of Britain's waterways. Complete with Historic crafts and shop.

  19. Add Hollywood Bowl Cheltenham to your Itinerary

    Hollywood Bowl Cheltenham

    Type

    Type:

    Ten Pin Bowling Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    With 16 lanes to bowl along, a luxury VIP area, an American themed diner, a relaxing bar and a thrilling amusements area Hollywood Bowl Cheltenham guarantees fun for all!


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